Chestnut Hill Homes under $600,000

Welcome to Chestnut Hill, a picturesque neighborhood nestled in the heart of Killingworth, Connecticut, in Middlesex County. Renowned for its serene ambiance and charming landscapes, Chestnut Hill offers the perfect blend of rural charm and modern convenience, making it an ideal place for families, retirees, and everyone in between.

As you stroll through the tree-lined streets of this inviting community, you'll find a variety of homes that reflect the area's character, with many options available for under $600,000. Whether you're seeking a cozy single-family home with a sprawling backyard or a contemporary residence with modern amenities, Chestnut Hill has something to suit every taste and budget.

One of the highlights of living in Chestnut Hill is the abundance of outdoor activities. The neighborhood is surrounded by lush parks, hiking trails, and nature reserves, perfect for those who appreciate the great outdoors. Residents enjoy easy access to local farms, farmers' markets, and community events that celebrate the area’s rich agricultural heritage.

In addition to its natural beauty, Chestnut Hill is conveniently located near major highways, providing quick access to nearby cities and attractions. The charming downtown area of Killingworth features delightful shops, restaurants, and cafes, ensuring you never have to venture far for your daily needs.

With its welcoming atmosphere, affordable housing options, and a strong sense of community, Chestnut Hill is a hidden gem in Connecticut that promises a fulfilling lifestyle. Come discover your new home in this enchanting neighborhood!

Newest Chestnut Hill Homes under $600,000

$549,900

4 Beds ⋅ 3 Baths ⋅ 24219383 MLS

Beautifully updated Cape Cod set on two private acres near the Killingworth/Madison town line. This well-maintained home offers four bedrooms, updated living spaces, and numerous recent improvements, including vinyl siding, replacement windows and slider, a renovated kitchen, updated bathrooms, refinished hardwood floors, and a new well neutralizing system. The main level features hardwood floors, a spacious family room, formal dining room with a wall of built-ins offering plenty of storage and buffet space, and a bright breakfast area with a pellet stove featuring an attractive stone surround that can efficiently heat the entire home. The updated kitchen includes a pantry, granite counters, breakfast bar, and the laundry has been relocated to the second floor for convenience. All four generously sized bedrooms are located upstairs, including the primary bedroom with hardwood floors and a private full bath. The other bedrooms share an updated full bath. Outside, a 20 x 20 Trex deck bordered by a beautiful stone wall overlooks the private, wooded backyard, providing plenty of space for outdoor dining and entertaining. The driveway has also been recently regraded and paved to reduce the incline and allow for easier access. Enjoy the privacy of this two-acre setting while being just minutes from Madison's beaches, shopping, restaurants, and commuter routes. With so many recent updates already completed, this home is ready for its next owners.

245 Chestnut Hill Rd, Killingworth

$500,000

3 Beds ⋅ 3 Baths ⋅ 24208096 MLS

A charming and comfortable ranch set along Chestnut Hill, one of Killingworth's most picturesque roads. This inviting home offers a wonderful blend of warmth, privacy, and natural beauty. The open living and dining area features a handsome stone fireplace and hearth, while a wall of glass fills the space with natural light. French doors lead to a sunroom that extends the living area and captures views of the surrounding property. A gas fireplace adds year-round comfort and ambiance. The kitchen features granite countertops and a breakfast bar. Three bedrooms and two baths are located on the main level. Handsome hardwood floors throughout. A spacious 36' x 12' deck provides ample room for grilling, relaxing, and entertaining. Enjoy a sense of peace and privacy while taking in views of the yard and surrounding woods. The expansive lower level offers excellent flexibility, with space for a rec room, studio, home office, or family room. A half bath and convenient access to the attached two-car garage add to its versatility. Set on 3.8 acres, the property offers plenty of room to enjoy the outdoors. A generous fenced-in area is ideal for play, gardening, and pets. Located in southern Killingworth, the home offers convenient access to the shoreline, downtown Madison, shopping, and restaurants. Boston and New York are within a few hours' drive, and commuting routes are easily accessible.

173 Chestnut Hill Rd, Killingworth

$340,000

4 Beds ⋅ 1 Baths ⋅ 24096243 MLS

** A Unique Opportunity at 30 Chestnut Hill Road, Killingworth** Step into a piece of history with this charming antique home, circa 1820-now available from a seasoned preservationist and architect with decades of experience restoring historic homes and barns. This property has already undergone critical structural repairs and has a watertight roof, setting the stage for the next phase of transformation. Exterior work-including masonry, roof detailing, windows, and finish-is underway. Current renovation plans envision a spacious 3-bedroom, 2.5-bath layout featuring a dedicated office, library, and over 3,000 square feet of living space. When completed, the home-along with a barn/garage addition and refreshed landscaping-is projected to be valued between $800,000 and $925,000. An optional larger barn built on the existing foundation at the rear of the property could add approximately $248,000 in additional value. The seller is now seeking a new steward for this exceptional property. There's also the option to retain the current owner as architect and contractor to help bring the vision to life. This is a rare chance to be part of a meaningful restoration-combining history, craftsmanship, and future potential.

30 Chestnut Hill Rd, Killingworth

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Chestnut Hill Homes under $600,000

Newest Chestnut Hill Homes under $600,000

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